EP0158600B1 - Verfahren zur selektiven Unkrautbekämpfung in Nutzpflanzenkulturen - Google Patents
Verfahren zur selektiven Unkrautbekämpfung in Nutzpflanzenkulturen Download PDFInfo
- Publication number
- EP0158600B1 EP0158600B1 EP85810153A EP85810153A EP0158600B1 EP 0158600 B1 EP0158600 B1 EP 0158600B1 EP 85810153 A EP85810153 A EP 85810153A EP 85810153 A EP85810153 A EP 85810153A EP 0158600 B1 EP0158600 B1 EP 0158600B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- seed
- sulfonylurea
- methoxy
- nitrogen
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title claims abstract description 35
- 241000196324 Embryophyta Species 0.000 title claims abstract description 29
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 28
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims abstract description 20
- 244000045561 useful plants Species 0.000 claims abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 27
- 229940100389 Sulfonylurea Drugs 0.000 claims description 20
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 19
- 229910052757 nitrogen Inorganic materials 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- -1 C1-C5alkyl Chemical group 0.000 claims description 12
- 244000038559 crop plants Species 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 150000002367 halogens Chemical class 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 125000006729 (C2-C5) alkenyl group Chemical group 0.000 claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- 235000013339 cereals Nutrition 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 5
- 125000006730 (C2-C5) alkynyl group Chemical group 0.000 claims description 4
- 240000002791 Brassica napus Species 0.000 claims description 4
- 240000007594 Oryza sativa Species 0.000 claims description 4
- 235000007164 Oryza sativa Nutrition 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 125000005059 halophenyl group Chemical group 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 235000009566 rice Nutrition 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
- 235000004977 Brassica sinapistrum Nutrition 0.000 claims description 3
- 235000010469 Glycine max Nutrition 0.000 claims description 3
- 244000068988 Glycine max Species 0.000 claims description 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- WSWZHLSYKDMVAV-UHFFFAOYSA-N ClCCOClOCCOC Chemical group ClCCOClOCCOC WSWZHLSYKDMVAV-UHFFFAOYSA-N 0.000 claims description 2
- 240000008042 Zea mays Species 0.000 claims description 2
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 claims description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 2
- 235000009973 maize Nutrition 0.000 claims description 2
- CTYPLILNUGGBIL-UHFFFAOYSA-N methyl 2-[(4-cyclopropyl-6-ethoxy-1,3,5-triazin-2-yl)carbamoylsulfamoyl]benzoate Chemical compound N=1C(C2CC2)=NC(OCC)=NC=1NC(=O)NS(=O)(=O)C1=CC=CC=C1C(=O)OC CTYPLILNUGGBIL-UHFFFAOYSA-N 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000013543 active substance Substances 0.000 abstract description 4
- 239000004009 herbicide Substances 0.000 description 25
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 description 13
- 239000004480 active ingredient Substances 0.000 description 13
- 238000009331 sowing Methods 0.000 description 9
- 239000002689 soil Substances 0.000 description 6
- 240000005979 Hordeum vulgare Species 0.000 description 4
- 235000007340 Hordeum vulgare Nutrition 0.000 description 4
- 231100000674 Phytotoxicity Toxicity 0.000 description 4
- 241000209140 Triticum Species 0.000 description 4
- 235000021307 Triticum Nutrition 0.000 description 4
- SUSRORUBZHMPCO-UHFFFAOYSA-N MC-4379 Chemical compound C1=C([N+]([O-])=O)C(C(=O)OC)=CC(OC=2C(=CC(Cl)=CC=2)Cl)=C1 SUSRORUBZHMPCO-UHFFFAOYSA-N 0.000 description 3
- JXCGFZXSOMJFOA-UHFFFAOYSA-N chlorotoluron Chemical compound CN(C)C(=O)NC1=CC=C(C)C(Cl)=C1 JXCGFZXSOMJFOA-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000005484 Bifenox Substances 0.000 description 2
- 239000005494 Chlorotoluron Substances 0.000 description 2
- WMLPCIHUFDKWJU-UHFFFAOYSA-N Cinosulfuron Chemical compound COCCOC1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC)=NC(OC)=N1 WMLPCIHUFDKWJU-UHFFFAOYSA-N 0.000 description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical class O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 230000000855 fungicidal effect Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 description 2
- PSJUMUBGKBWWSI-UHFFFAOYSA-N 1-(4,6-dimethoxy-1,3,5-triazin-2-yl)-3-[2-(3-methylbut-2-enoxy)phenyl]sulfonylurea Chemical compound C(C=C(C)C)OC1=C(C=CC=C1)S(=O)(=O)NC(=O)NC1=NC(=NC(=N1)OC)OC PSJUMUBGKBWWSI-UHFFFAOYSA-N 0.000 description 1
- DSHYLGNHSSKRDW-UHFFFAOYSA-N 1-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-3-(2-phenylphenyl)sulfonylurea Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C=2C=CC=CC=2)=N1 DSHYLGNHSSKRDW-UHFFFAOYSA-N 0.000 description 1
- ALONTCUMKDTACC-UHFFFAOYSA-N 1-(4-methoxy-6-methylpyrimidin-2-yl)-3-(2-phenylphenyl)sulfonylurea Chemical compound COC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C=2C=CC=CC=2)=N1 ALONTCUMKDTACC-UHFFFAOYSA-N 0.000 description 1
- ZPEMAXIJXHKMFJ-UHFFFAOYSA-N 1-[2-(1,2-dichloroethenoxy)phenyl]sulfonyl-3-(4,6-dimethoxy-1,3,5-triazin-2-yl)urea Chemical compound COC1=NC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OC(Cl)=CCl)=N1 ZPEMAXIJXHKMFJ-UHFFFAOYSA-N 0.000 description 1
- PWLRSGUSOOXHPW-UHFFFAOYSA-N 1-[2-(2-methoxyethoxy)phenyl]sulfonyl-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea Chemical compound COCCOC1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 PWLRSGUSOOXHPW-UHFFFAOYSA-N 0.000 description 1
- 235000006008 Brassica napus var napus Nutrition 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- XMQFTWRPUQYINF-UHFFFAOYSA-N bensulfuron-methyl Chemical compound COC(=O)C1=CC=CC=C1CS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 XMQFTWRPUQYINF-UHFFFAOYSA-N 0.000 description 1
- VJYIFXVZLXQVHO-UHFFFAOYSA-N chlorsulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)Cl)=N1 VJYIFXVZLXQVHO-UHFFFAOYSA-N 0.000 description 1
- 238000012364 cultivation method Methods 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000003628 erosive effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- RSMUVYRMZCOLBH-UHFFFAOYSA-N metsulfuron methyl Chemical compound COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 RSMUVYRMZCOLBH-UHFFFAOYSA-N 0.000 description 1
- CHIFOSRWCNZCFN-UHFFFAOYSA-N pendimethalin Chemical compound CCC(CC)NC1=C([N+]([O-])=O)C=C(C)C(C)=C1[N+]([O-])=O CHIFOSRWCNZCFN-UHFFFAOYSA-N 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 238000005554 pickling Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000004162 soil erosion Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003971 tillage Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
Definitions
- the present invention relates to a new method for selective weed control in crops pre-emergence.
- herbicides are applied pre- and post-emergence by treating the entire cultivated area.
- cost-effective application methods such as seed treatment or application of the fungicide or insecticide in the seed furrow have been used for a long time.
- Such application methods for herbicides have hitherto only been used for relatively volatile herbicides, such as, for example, 5-ethyl-dipropyl-thiocarbamate (EPTC), from US Pat. No. 4,272,920 and Dale , Weed Research 23 , 63-68 (1983) in Lucerne- , Soybeans or cotton crops.
- EPTC 5-ethyl-dipropyl-thiocarbamate
- a method for the selective control of weeds in crop plants is proposed, which is characterized in that the seeds of the crop plants are applied simultaneously and in close proximity to the crop area with a herbicidal sulfonylurea derivative.
- the herbicidal active ingredient can either adhere to the surface of the seed or have penetrated into the surface.
- Seed dressing has proven to be a particularly suitable method for pretreating the seed.
- Seed dressing with fungicidal or insecticidal active ingredients is a known method which is generally used in modern agricultural technology.
- the herbicidal sulfonylurea derivatives which are to be used can be added to the seed in solid or liquid formulations in a commercial dressing apparatus. In general, the dressing process is considered complete when the intended amount of active ingredient is evenly distributed over the seeds.
- the method according to the invention not only saves field cultivation processes but also saves herbicides which are used, which at the same time achieves both cost savings for the user and less pollution of the environment with pesticides.
- the seeds and the herbicidal sulfonylharnate derivative to be used can be applied in the field in a single operation. Due to the special form of the herbicide application, only the weeds in the immediate vicinity of the crop are targeted, so that the herbicide no longer has to be present in an effective concentration on the entire cultivated area, which also results in a savings in the amount of herbicide applied.
- Application rates of 0.001 kg to 1 kg of active ingredient per hectare are preferably used either by applying the herbicidal sulfonylurea in the seed furrow or by treating the seed before sowing.
- herbicides formulated per kilogram of seed are used in the seed treatment in amounts that correspond to amounts of active ingredient between 0.01 g and 100.00 g.
- the amount of active ingredient is preferably measured according to the degree of weed control desired.
- the dose of herbicide used is not critical to the crop plants and can be varied within a wide range. In some crops, it can be an advantage if the weeds are not completely removed and thus counteract soil erosion.
- the amount of herbicide is measured in such a way that the competitiveness of the weeds (especially in the vicinity of the crop) is weakened only in early stages of development of the crop which are sensitive to weed competition.
- herbicidal sulfonylureas used in the process according to the invention are generally used in the form of commercially available formulations.
- the following formulation examples for active substances from the class of the sulfonylureas may be mentioned as examples:
- the active ingredient is mixed well with the additives and ground well in a suitable mill.
- Ready-to-use dusts are obtained by mixing the active ingredient with the carrier and grinding it in a suitable mill.
- the finely ground active ingredient is intimately mixed with the additives.
- Herbicidal sulfonylureas to be used according to the invention are described in large numbers in the literature and some are already commercially available.
- Preferred active ingredients which are used by the process according to the invention are described, for example, in the following references: US Pat. No.
- the active compounds of the formula I can advantageously be used in crops of cereals, rice, soybeans, maize or oilseed rape for preemergent selective weed control in accordance with the process according to the invention.
- active ingredients are: N- [2- (2-chloroethoxy) phenylsulfonyl] -N '- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) urea, N- [2- (2-methoxyethoxy) phenylsulfonyl] -N '- (4-methoxy-6-methyl-1, 3,5-triazin-2-yl) urea, N- [2- (2-methoxyethoxy) phenylsulfonyl] -N '- (4,6-dimethoxy-1,3,5-triazin-2-yl) urea, N- (2-chlorophenylsulfonyl) -N '- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) urea, N- (2-chlorophenylsulfonyl) -N '- (4-methoxy-6-methyl-1,3,5-tria
- the active ingredient is preferably suitable for use in rapeseed crops N- (2-Methoxycarbonylphenylsulfonyl) -N '- (4-ethoxy-6-cyclopropyl-1,3,5-triazin-2-yl) urea.
- Carrying out the method according to the invention is particularly advantageous economically because only a single operation is necessary for sowing the crop and for pre-emergence weed control.
- seeds and herbicidal sulfonylurea can be applied either with specially developed seed drilling machines that apply the herbicide directly with the untreated seeds into the seed furrow, or preferably with conventional seed methods when sowing seeds pretreated with the herbicide.
- the herbicidal sulfonylurea spreads around the crop seed in the soil and thus forms a weed-free zone around the crop seedling.
- weed growth is either completely prevented by the action of the herbicide or inhibited or suppressed so strongly that the weeds for the crop plants in the early
- the achievable advantage can also have an ecologically advantageous effect, in that a weed cover or remains of dead plants are preserved to prevent erosion and soil drying out and the competing plants are only pushed back in the immediate vicinity of the germinating crop plant seed.
- Low soil processing costs are also possible since the application method according to the invention is also suitable for no-tillage cultivation methods.
- the pickled seeds are sown in plastic tubs (25 cm long, 17 cm wide and 12 cm high) together with weed seeds in sandy loam. All seeds are evenly worked into the soil to a depth of 5 cm.
- the same number of weed seeds and 18 wheat seeds (corresponding to 180 kg / ha seed quantity), or 14 barley seeds (corresponding to 150 kg / ha seed) are always used per seed bowl quantity), sown so that the application rate of herbicide is 100, 80, 50.40, 25, 20, 12, 10, 6, 5 or 2.5 g per hectare depending on the amount of dressing.
- the seed trays are regularly watered and kept in the greenhouse at a temperature of 22 ° to 25 ° C and 50% to 70% relative humidity. 38 days after sowing, the effect of the herbicide in comparison to the untreated control is assessed on the basis of the observed phytotoxicity.
- test results indicate the phytotoxicity in percent compared to the untreated control: plant dead or not germinated: 100% phytotoxicity. Untreated control plant: 0% phytotoxicity.
- the application rates were to be increased considerably in order to obtain a plant-influencing effect.
- the application rates are 3200, 1600, 800, 400 and 200 g of active ingredient per hectare.
- the active substances do not belong to the class of herbicidal sulfonylureas, but are customary commercial herbicides for use in cereal crops.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Catching Or Destruction (AREA)
- Soil Working Implements (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Enzymes And Modification Thereof (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Measurement Of Length, Angles, Or The Like Using Electric Or Magnetic Means (AREA)
- Valve Device For Special Equipments (AREA)
- Error Detection And Correction (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT85810153T ATE62104T1 (de) | 1984-04-11 | 1985-04-03 | Verfahren zur selektiven unkrautbekaempfung in nutzpflanzenkulturen. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1821/84 | 1984-04-11 | ||
| CH182184 | 1984-04-11 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0158600A2 EP0158600A2 (de) | 1985-10-16 |
| EP0158600A3 EP0158600A3 (en) | 1988-05-04 |
| EP0158600B1 true EP0158600B1 (de) | 1991-04-03 |
Family
ID=4219387
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP85810153A Expired - Lifetime EP0158600B1 (de) | 1984-04-11 | 1985-04-03 | Verfahren zur selektiven Unkrautbekämpfung in Nutzpflanzenkulturen |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US4911751A (cs) |
| EP (1) | EP0158600B1 (cs) |
| JP (1) | JPS60252402A (cs) |
| AT (1) | ATE62104T1 (cs) |
| AU (1) | AU580044B2 (cs) |
| BR (1) | BR8501680A (cs) |
| CA (1) | CA1241850A (cs) |
| CS (1) | CS254984B2 (cs) |
| DD (1) | DD234604A5 (cs) |
| DE (1) | DE3582352D1 (cs) |
| DK (1) | DK161785A (cs) |
| EG (1) | EG17661A (cs) |
| GR (1) | GR850886B (cs) |
| HU (1) | HU206020B (cs) |
| IL (1) | IL74866A (cs) |
| MA (1) | MA20401A1 (cs) |
| NO (1) | NO851429L (cs) |
| NZ (1) | NZ211719A (cs) |
| PH (1) | PH21280A (cs) |
| PL (1) | PL252853A1 (cs) |
| ZA (1) | ZA852647B (cs) |
Families Citing this family (57)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5017215A (en) * | 1987-08-07 | 1991-05-21 | E. I. Du Pont De Nemours And Company | Herbicides for weed control in rice |
| DE4105518A1 (de) * | 1991-02-22 | 1992-08-27 | Basf Ag | Sulfonylharnstoffderivate, verfahren zu ihrer herstellung und ihre verwendung |
| EP2110019A1 (de) | 2008-04-19 | 2009-10-21 | Bayer CropScience AG | Herbizide Verbindungen auf Basis von N-Azinyl-N'-phenylsulfonylharnstoffen |
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| US3855219A (en) * | 1972-07-03 | 1974-12-17 | Du Pont | 1,3,5-triazinediones |
| US3989501A (en) * | 1975-03-06 | 1976-11-02 | E. I. Du Pont De Nemours And Company | Methods for increasing rice crop yields |
| OA05625A (fr) * | 1976-04-07 | 1981-04-30 | Du Pont | N-(hétérocyclique aminocarbonyl) aryl sulfonamides herbicides, compositions les contenant et procédés les utilisant . |
| US4191553A (en) * | 1978-03-02 | 1980-03-04 | E. I. Du Pont De Nemours And Company | Herbicidal sulfamates |
| US4272920A (en) * | 1978-05-19 | 1981-06-16 | The United States Of America As Represented By The Secretary Of Agriculture | Method of applying herbicide |
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| DK163123C (da) * | 1978-05-30 | 1992-06-09 | Du Pont | Benzensulfonylurinstoffer til anvendelse som herbicider eller plantevaekstregulatorer, praeparat indeholdende dem samt deres anvendelse |
| DK468979A (da) * | 1978-12-04 | 1980-06-05 | Du Pont | Agrikulturelle pyridinsulfonamider |
| DK259280A (da) * | 1979-07-20 | 1981-01-21 | Du Pont | Herbicide sulfonamider |
| US4452628A (en) * | 1979-07-26 | 1984-06-05 | E. I. Du Pont De Nemours And Company | Herbicidal sulfonamides |
| DK172396B1 (da) * | 1979-11-30 | 1998-05-18 | Du Pont | Thiophencarboxylsyrederivater, middel til bekæmpelse af væksten af uønsket vegetation, fremgangsmåde til bekæmpelse af uønsket vegetation samt mellemprodukter til fremstilling af de nævnte derivater |
| BR8007727A (pt) * | 1979-11-30 | 1981-06-09 | Du Pont | Composto agricola,composicao apropriada e processo para o controle do crescimento de vegetacao indesejada |
| AU543161B2 (en) * | 1980-03-07 | 1985-04-04 | E.I. Du Pont De Nemours And Company | Pyrimidine or s.triazine derivatives |
| US4378991A (en) * | 1980-07-11 | 1983-04-05 | E. I. Du Pont De Nemours And Company | Herbicidal o-aryl or alkarylsulfonylureas |
| AU544382B2 (en) * | 1980-07-11 | 1985-05-23 | E.I. Du Pont De Nemours And Company | N-3(n-heterocyclic)-n:-phenyl sulphonyl(thio) ureas |
| US4394153A (en) * | 1980-07-11 | 1983-07-19 | E. I. Du Pont De Nemours And Company | Herbicidal aryl esters of N-[(heterocyclic)-aminocarbonyl]sulfamic acid |
| CA1330438C (en) * | 1980-07-17 | 1994-06-28 | Willy Meyer | N-phenylsulfonyl-n'-pyrimidinyl-and-triazinylureas |
| CA1221687A (en) * | 1980-11-03 | 1987-05-12 | Richard F. Sauers | Herbicidal sulfonamides |
| US4343649A (en) * | 1980-11-17 | 1982-08-10 | E. I. Du Pont De Nemours And Company | Herbicide antidotes |
| BR8200353A (pt) * | 1981-01-26 | 1982-11-23 | Du Pont | Composto quimico agricola composicao adequada para controlar o crescimento de vegetacao indesejada |
| AU550945B2 (en) * | 1981-07-10 | 1986-04-10 | E.I. Du Pont De Nemours And Company | Triazolyl-(imidazolyl)-sulphonyl-ureas |
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| DK456982A (da) * | 1981-10-16 | 1983-04-17 | Du Pont | Phenyl-substituerede sulfonamider |
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| JP2961267B2 (ja) * | 1982-06-01 | 1999-10-12 | イー・アイ・デユポン・ドウ・ヌムール・アンド・カンパニー | イミダゾール又はピラゾール誘導体 |
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| GR79414B (cs) * | 1982-10-29 | 1984-10-22 | Du Pont | |
| DE3472557D1 (en) * | 1983-01-04 | 1988-08-11 | Du Pont | Herbicidal n-hydroxy-n'-sulfonylguanidines and sulfonamide inner salts |
-
1985
- 1985-04-03 DE DE8585810153T patent/DE3582352D1/de not_active Expired - Lifetime
- 1985-04-03 EP EP85810153A patent/EP0158600B1/de not_active Expired - Lifetime
- 1985-04-03 AT AT85810153T patent/ATE62104T1/de not_active IP Right Cessation
- 1985-04-05 MA MA20623A patent/MA20401A1/fr unknown
- 1985-04-08 PH PH32106A patent/PH21280A/en unknown
- 1985-04-09 GR GR850886A patent/GR850886B/el unknown
- 1985-04-09 CA CA000478556A patent/CA1241850A/en not_active Expired
- 1985-04-10 ZA ZA852647A patent/ZA852647B/xx unknown
- 1985-04-10 DD DD85275057A patent/DD234604A5/de not_active IP Right Cessation
- 1985-04-10 CS CS852640A patent/CS254984B2/cs unknown
- 1985-04-10 EG EG236/85A patent/EG17661A/xx active
- 1985-04-10 PL PL25285385A patent/PL252853A1/xx unknown
- 1985-04-10 AU AU40982/85A patent/AU580044B2/en not_active Ceased
- 1985-04-10 NZ NZ211719A patent/NZ211719A/en unknown
- 1985-04-10 BR BR8501680A patent/BR8501680A/pt unknown
- 1985-04-10 IL IL74866A patent/IL74866A/xx unknown
- 1985-04-10 HU HU851321A patent/HU206020B/hu not_active IP Right Cessation
- 1985-04-10 DK DK161785A patent/DK161785A/da not_active IP Right Cessation
- 1985-04-10 NO NO851429A patent/NO851429L/no unknown
- 1985-04-11 JP JP60077506A patent/JPS60252402A/ja active Pending
-
1986
- 1986-09-18 US US06/908,911 patent/US4911751A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CS264085A2 (en) | 1987-07-16 |
| PH21280A (en) | 1987-09-28 |
| NO851429L (no) | 1985-10-14 |
| GR850886B (cs) | 1985-11-25 |
| NZ211719A (en) | 1988-03-30 |
| ATE62104T1 (de) | 1991-04-15 |
| MA20401A1 (fr) | 1985-12-31 |
| EP0158600A3 (en) | 1988-05-04 |
| HU206020B (en) | 1992-08-28 |
| CA1241850A (en) | 1988-09-13 |
| IL74866A (en) | 1989-10-31 |
| JPS60252402A (ja) | 1985-12-13 |
| AU4098285A (en) | 1985-10-17 |
| EP0158600A2 (de) | 1985-10-16 |
| HUT37708A (en) | 1986-02-28 |
| DE3582352D1 (de) | 1991-05-08 |
| EG17661A (en) | 1991-03-30 |
| DK161785A (da) | 1985-10-12 |
| AU580044B2 (en) | 1988-12-22 |
| DK161785D0 (da) | 1985-04-10 |
| CS254984B2 (en) | 1988-02-15 |
| PL252853A1 (en) | 1985-12-17 |
| DD234604A5 (de) | 1986-04-09 |
| ZA852647B (en) | 1985-11-27 |
| BR8501680A (pt) | 1985-12-10 |
| US4911751A (en) | 1990-03-27 |
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